FutureSight
Retail Technology
Co-Founder&CEO
Neural analysis suggests this role is
optimal for Executive candidates.
“Co-Founder & CEO at FutureSight. Skills: SaaS go-to-market, Fundraising, Team building. Set venture direction. Lead venture execution”
Industry & Context.
What They're Looking For.
Must Have
Previous founding experience, Venture-backed company experience, B2B SaaS go-to-market success, Sales and customer engagement experience, Fundraising fluency, Develop investor narratives, Close capital, Attract top talent, Develop top talent, Retain top talent, Understand risks of co-founding, Understand demands of co-founding, Operational exposure to merchandise planning, Operational exposure to inventory management, Operational exposure to multi-channel retail
Nice to Have
Experience with AI, Experience with inventory planning, Experience with retail planning
What You'll Do.
Set venture direction
Lead venture execution
Refine product positioning
Convert pilots to paid
Build go-to-market motion
Iterate on user feedback
Recruit founding team
Establish cultural foundation
How You'll Work.
Team & Collaboration
FutureSight product team; FutureSight engineering team
Communication Scope
Investor narratives
Full Job Description
### The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Maestro, an AI-native inventory-planning intelligence venture currently in development at our studio. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Maestro is an autopilot planning intelligence for SMB operators managing physical inventory complexity without a planning team. It connects across channels and ERPs, handles routine decisions silently, and surfaces exceptions with context and a recommended action before they become revenue losses. The institutional memory that today lives only in a planner's head gets externalized, structured, and queried in plain language. We didn't just build a thesis; we validated it directly with the market. We have spoken with founders, VP E-Commerce leaders, merchandise planners, and multi-channel operators at DTC and specialty retail brands across the US. The market signal is clear: * Autopilot is the vision: Every named competitor generates recommendations that humans still have to act on manually. No product at this revenue tier is building toward full autonomous execution of the planning lifecycle. Maestro's product vision is full autopilot: the system owns the buy decision, allocation, and markdown trigger end-to-end. But buyers earn that trust incrementally, starting with routine decisions handled silently and exceptions surfaced with context. * The pain is in the dollars, not the dashboards: Documented annual losses across just five buyer accounts total $1.25–1.5M+. Buyers currently spend $0–500/month on software; the entire planning budget is tied up in headcount. The payback case is immediate, and ROI demonstration, not feature demos, will be the critical sales motion. * Institutional memory failure is systemic and unresolved: One SVP with 30 years of domain expertise described relying entirely on personal recall to flag which materials, colours, and styles underperformed last season. When he leaves, that
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